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Chapter 18: 39 P (page 722)

What products are formed when benzene is treated with each alkyl chloride and AlCl3?

Short Answer

Expert verified

The reaction of substituted benzene with an alkyl halide in the presence of Lewis acid causes substitution on the benzene ring.

Step by step solution

01

Friedel-Craft alkylation

The reaction of substituted benzene with an alkyl halide in the presence of Lewis acid causes substitution on the benzene ring.

02

Product formation in a, b and c

a. The reaction of benzene with 2-chlorohexane in the presence of AlCl3 is shown below.

b. The reaction of benzene with 1-chloropentane in the presence of AlCl3 is shown below.

c. The reaction of benzene with (chloromethyl)cyclohexane in the presence of AlCl3 is shown below.

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Most popular questions from this chapter

Intramolecular reactions are also observed in Friedel–Crafts alkylation. Draw the intramolecular alkylation product formed from each of the following reactants. (Watch out for rearrangements!)

Draw all resonance structures for the carbocation formed by ortho attack of the electrophile NO2+ on each starting material. Label any resonance structures that are especially stable or unstable.

Write out the two-step sequence that converts benzene to each compound.

Draw the products formed when phenol ( C6H5OH) is treated with each set of reagents.

a. [1] HNO3, H2SO4; [2] Sn, HCl

b. [1] CH3CH22COCl,AlCl3; [2] Zn(Hg), HCl

c. [1] CH3CH2Cl,AlCl3; [2]Br2,hν

d. [1] CH32CHCl,AlCl3; [2] KMnO4

Draw the products of each reaction

a)

b)

c)
See all solutions

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